New π-extended tetrathiafulvalene-containing fulleropyrrolidine dyads endowed with vinyl spacers
The synthesis of novel C 60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an π-extended tetrathiafulvalene analogue through an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempiri...
Saved in:
| Published in | Journal of organometallic chemistry Vol. 599; no. 1; pp. 2 - 7 |
|---|---|
| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
LAUSANNE
Elsevier B.V
09.04.2000
Elsevier |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | The synthesis of novel C
60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an π-extended tetrathiafulvalene analogue through an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempirical PM3 theoretical calculations predict the existence of two conformational isomers. In the ground state, no evidence of charge transfer interaction was observed in solution. Upon excitation, the fullerene singlet excited state in C
60-donor dyads is subject to a solvent-dependent, rapid fluorescence quenching, suggesting an intramolecular electron transfer. |
|---|---|
| AbstractList | The synthesis of novel C
60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an π-extended tetrathiafulvalene analogue through an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempirical PM3 theoretical calculations predict the existence of two conformational isomers. In the ground state, no evidence of charge transfer interaction was observed in solution. Upon excitation, the fullerene singlet excited state in C
60-donor dyads is subject to a solvent-dependent, rapid fluorescence quenching, suggesting an intramolecular electron transfer. The synthesis of novel C-60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an pi-extended tetrathiafulvalene analogue through an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempirical PM3 theoretical calculations predict the existence of two conformational isomers. In the ground state, no evidence of charge transfer interaction was observed in solution. Upon excitation, the fullerene singlet excited state in C-60-donor dyads is subject to a solvent-dependent, rapid fluorescence quenching, suggesting an intramolecular electron transfer. (C) 2000 Elsevier Science S.A. All rights reserved. |
| Author | Sánchez, L Martı́n, N Seoane, C Herranz, M.A Guldi, D.M |
| Author_xml | – sequence: 1 givenname: M.A surname: Herranz fullname: Herranz, M.A organization: Departamento de Quı́mica Orgánica, Facultad de Quı́mica, Universidad Complutense, E-28040 Madrid, Spain – sequence: 2 givenname: N surname: Martı́n fullname: Martı́n, N email: nazmar@eucmax.sim.ucm.es organization: Departamento de Quı́mica Orgánica, Facultad de Quı́mica, Universidad Complutense, E-28040 Madrid, Spain – sequence: 3 givenname: L surname: Sánchez fullname: Sánchez, L organization: Departamento de Quı́mica Orgánica, Facultad de Quı́mica, Universidad Complutense, E-28040 Madrid, Spain – sequence: 4 givenname: C surname: Seoane fullname: Seoane, C organization: Departamento de Quı́mica Orgánica, Facultad de Quı́mica, Universidad Complutense, E-28040 Madrid, Spain – sequence: 5 givenname: D.M surname: Guldi fullname: Guldi, D.M organization: Radiation Laboratory, University of Notre Dame, Notre Dame, IN 46656, USA |
| BookMark | eNqNkUtLAzEUhYNUsK3-BGGWiowmM5N54EKk-IKiCxXchUxyYyNjUpK0tTv_oX_J9IELN7rKJZzvcO85A9Qz1gBChwSfEkzKs0eMsyzNs_rlqGmOMaYNTckO6pO6ytKalqSH-j-SPTTw_g1jTHJc9xG_h0Xy9ZnCRwAjQSYBguNhormadXPegYFUWBO4Ntq8JvGzA2enS-dsp6U2kMgllz6JsF1EfKHDJJlrs-wSP-UCnN9Hu4p3Hg627xA9X189jW7T8cPN3ehynIocVyGVedEoJUVVVnkrcQ4lUW3VtAUhpCxoVlHOoRRQlJi0tOAUMoggpVIqVRU4H6KTje8CWqu80GAEsKnT79wtWTwY1yUtaLGasqiu_68e6cCDtmZkZyZElG5Q4az3DtQPRjBbFcLWhbBV2qxp2LoQRiJ3_osTW9-YuO7-pC82NMQM5xoc2y4ttQMRmLT6D4dvvoSojg |
| CitedBy_id | crossref_primary_10_1002_chem_200501001 crossref_primary_10_1021_cr030666m crossref_primary_10_1021_jo0005767 crossref_primary_10_1016_S1389_5567_03_00004_2 crossref_primary_10_1021_jp037145n crossref_primary_10_1021_jo034432e crossref_primary_10_1002_elan_200503462 crossref_primary_10_1016_j_ccr_2010_12_026 crossref_primary_10_1021_jp036932h crossref_primary_10_1007_s10008_010_1276_5 crossref_primary_10_1080_10426500590910666 crossref_primary_10_1016_S0040_4039_01_00562_7 crossref_primary_10_1021_cm034364c crossref_primary_10_1039_B206668H crossref_primary_10_1002_1521_3773_20010417_40_8_1372__AID_ANIE1372_3_0_CO_2_I crossref_primary_10_1039_B514882K crossref_primary_10_1016_S0040_4039_01_00494_4 crossref_primary_10_1021_jp046879c crossref_primary_10_1002_1521_3757_20010417_113_8_1416__AID_ANGE1416_3_0_CO_2_N crossref_primary_10_1021_acs_joc_2c00379 crossref_primary_10_1039_b419068h crossref_primary_10_1039_B303544C crossref_primary_10_1002_chem_200305555 crossref_primary_10_1021_nn101735e |
| Cites_doi | 10.1016/0040-4039(96)01235-X 10.1002/adma.19960080707 10.1016/0379-6779(96)80114-7 10.1021/ja00074a056 10.1039/a803737j 10.1021/jo00122a004 10.1016/S0040-4039(99)00904-1 10.1002/anie.198910521 10.1111/j.1751-1097.1994.tb05145.x 10.1016/S0379-6779(97)04146-5 10.1021/jo970320+ 10.1021/jo980498b 10.1021/ar970210p 10.1021/jo961795o 10.1016/S0040-4039(00)79456-1 10.1002/anie.199014501 10.1021/ja9631054 10.1016/S0040-4039(96)02220-4 10.1021/ar970138v 10.1021/ja960070z 10.1016/0040-4039(95)01719-X 10.1039/C39940000589 10.1016/S0040-4039(97)00759-4 10.1016/0040-4020(96)00126-3 10.1039/a607857e 10.1021/jo9719416 |
| ContentType | Journal Article |
| Copyright | 2000 Elsevier Science S.A. |
| Copyright_xml | – notice: 2000 Elsevier Science S.A. |
| DBID | AAYXX CITATION 17B 1KM BLEPL DTL EGQ FKBAJ |
| DOI | 10.1016/S0022-328X(99)00595-1 |
| DatabaseName | CrossRef Web of Knowledge Index Chemicus Web of Science Core Collection Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) Web of Science - Science Citation Index Expanded - 2000 |
| DatabaseTitle | CrossRef Web of Science |
| DatabaseTitleList | Web of Science |
| Database_xml | – sequence: 1 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1872-8561 |
| EndPage | 7 |
| ExternalDocumentID | 000086545400002 10_1016_S0022_328X_99_00595_1 S0022328X99005951 |
| GroupedDBID | --K --M -~X .~1 0R~ 1B1 1RT 1~. 1~5 29L 3EH 4.4 457 4G. 5GY 5VS 6TJ 7-5 71M 8P~ 9JM 9JN AABNK AABXZ AACTN AAEDT AAEDW AAEPC AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AAQXK AARLI AAXUO ABEFU ABFNM ABFRF ABGSF ABJNI ABMAC ABUDA ABXDB ABXRA ABYKQ ACBEA ACDAQ ACGFO ACGFS ACNCT ACNNM ACRLP ADBBV ADECG ADEZE ADIYS ADMUD ADUVX AEBSH AEFWE AEHWI AEKER AENEX AEZYN AFKWA AFRZQ AFTJW AFXIZ AFZHZ AGHFR AGRDE AGUBO AGYEJ AHHHB AI. AIEXJ AIKHN AITUG AJBFU AJOXV AJSZI ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ ASPBG AVWKF AXJTR AZFZN BBWZM BKOJK BLXMC CS3 DOVZS EBS EFJIC EFLBG EJD EO8 EO9 EP2 EP3 F5P FDB FEDTE FGOYB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA HMH HVGLF HZ~ H~9 IHE J1W K-O KOM M23 M41 MAGPM MO0 N9A NDZJH O-L O9- OAUVE OHT OZT P-8 P-9 P2P PC. Q38 R2- RIG RNS ROL RPZ SCB SCC SDF SDG SDP SES SEW SIC SPC SPCBC SSK SSM SSU SSZ T5K TN5 TWZ UQL VH1 WH7 WUQ XFK XJT XPP YK3 YQT ZCG ZMT ~G- AATTM AAXKI AAYWO AAYXX ABWVN ACRPL ACVFH ADCNI ADNMO AEIPS AEUPX AFJKZ AFPUW AGCQF AGQPQ AGRNS AIGII AIIUN AKBMS AKRWK AKYEP ANKPU APXCP BNPGV CITATION SSH 17B 1KM BLEPL DTL EFKBS GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE |
| ID | FETCH-LOGICAL-c307t-d349ffdc7673bd03e61fb79b4111645275aae6ce4601b54a5e2e30755ddff7403 |
| IEDL.DBID | AIKHN |
| ISICitedReferencesCount | 34 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000086545400002 |
| ISSN | 0022-328X |
| IngestDate | Wed Aug 06 09:26:17 EDT 2025 Fri Aug 29 16:09:34 EDT 2025 Thu Apr 24 23:04:53 EDT 2025 Tue Jul 01 00:40:17 EDT 2025 Fri Feb 23 02:20:32 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 1 |
| Keywords | Fullerene Cyclic voltammetry π-Extended tetrathiafulvalenes Fluorescence Electron transfer Donor–acceptor dyads BIS-LINKING DONOR ANALOGS REDOX PROPERTIES FULLERENES ELECTRON-TRANSFER cyclic voltammetry electron transfer donor-acceptor dyads fluorescence pi-extended tetrathiafulvalenes ORGANOFULLERENES C-60 DERIVATIVES fullerene |
| Language | English |
| License | https://www.elsevier.com/tdm/userlicense/1.0 |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c307t-d349ffdc7673bd03e61fb79b4111645275aae6ce4601b54a5e2e30755ddff7403 |
| ORCID | 0000-0001-7867-8522 0000-0001-9155-134X 0000-0002-5355-1477 |
| PageCount | 6 |
| ParticipantIDs | crossref_primary_10_1016_S0022_328X_99_00595_1 webofscience_primary_000086545400002 webofscience_primary_000086545400002CitationCount crossref_citationtrail_10_1016_S0022_328X_99_00595_1 elsevier_sciencedirect_doi_10_1016_S0022_328X_99_00595_1 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2000-04-09 |
| PublicationDateYYYYMMDD | 2000-04-09 |
| PublicationDate_xml | – month: 04 year: 2000 text: 2000-04-09 day: 09 |
| PublicationDecade | 2000 |
| PublicationPlace | LAUSANNE |
| PublicationPlace_xml | – name: LAUSANNE |
| PublicationTitle | Journal of organometallic chemistry |
| PublicationTitleAbbrev | J ORGANOMET CHEM |
| PublicationYear | 2000 |
| Publisher | Elsevier B.V Elsevier |
| Publisher_xml | – name: Elsevier B.V – name: Elsevier |
| References | (a) Y. Yamashita, Y. Kobayashi, T. Miyashi, Angew. Chem. Int. Ed. Engl., 28 (1989) 1052. (b) M.R. Bryce, A.J. Moore, M. Hasan, G.J. Ashwell, A.T. Fraser, W. Clegg, M.B. Hursthouse, A.I. Karaulov, Angew. Chem. Int. Ed. Engl. 29 (1990) 1450. (c) M.R. Bryce, A.J. Moore, J. Chem. Soc. Perkin Trans. 1 (1991) 157. (d) Ch. Kitamura, S. Tanaka, Y. Yamashita, Adv. Mater Bryce, Coffin, Hursthouse, Karaulov, Müllen, Sciech (BIB16) 1991; 32 Simonsen, Konokalov, Konovalova, Kawai, Cava, Kispert, Metzger, Becher (BIB7) 1999; 2 Liddell, Sumida, McPherson, Noss, Seely, Clark, Moore, Moore, Gust (BIB1) 1994; 60 Maggini, Scorrano, Prato (BIB8) 1993; 115 (a) Y. Matsubara, H. Tada, S. Nagase, Z. Yoshida, J. Org. Chem. 60 (1995) 5372. (b) T. Dovrestkaya, Ch. A. Reed, P. Boyd, Tetrahedron Lett. 36 (1995) 7971. (c) P. de la Cruz, J.J. Garcı́a, A. de la Hoz, F. Langa, N. Martı́n, L. Sánchez, Tetrahedron Lett. 40 (1999) 4889. (a) J. Llacay, M. Mas. E. Molins, J. Veciana, D. Powell, C. Rovira, Chem. Commun. (1997) 659. (b) J. Llacay, J. Veciana, J. Vidal-Gancedo, J.L. Bourdelande, R. González-Moreno, C. Rovira, J. Org. Chem. 63 (1998) 5201. T. Suzuki, Y. Maruyanma, T. Akasaba, W. Ando, K. Kobayashi, S. Nagase, J. Am. Chem. Soc. 116 (1994) 1359. For a recent review, see: L. Echegoyen, L.E. Echegoyen, Acc. Chem. Res. 31 (1998) 593. For recent reviews see: N. Martı́n, L. Sánchez, B. Illescas, I. Pérez, Chem. Rev. 98 (1998) 2527; H. Imahori, Y. Sakata, Adv. Mater. 9 (1997) 537. (a) C. Boulle, J.M. Rabreau, P. Hudhomme, M. Cariou, M. Jubault, A. Gorgues, J. Orduna, J. Garı́n, Tetrahedron Lett Liddell, Kuciauskas, Sumida, Nash, Nguyen, Moore, Moore, Gust (BIB4) 1997; 119 (a) M. Prato, M. Maggini, G. Giacometti, G. Scorrano, G. Sandoná, G. Farnia, Tetrahedron 52 (1996) 5221. (b) N. Martı́n, L. Sánchez, C. Seoane, R. Andreu, J. Garı́n, J. Orduna, Tetrahedron Lett. 37 (1996) 5979. 8 (1996) 570 and references cited therein. Guldi, Maggini, Scorrano, Prato (BIB3) 1997; 119 (a) N. Martı́n, L. Sánchez, C. Seoane, C. Fernández, Synth. Met. 78 (1995) 137. (b) N. Martı́n, I. Pérez, L. Sánchez, C. Seoane, J. Org. Chem. 62 (1996) 870. (c) N. Martı́n, L. Sánchez, C. Seoane, E. Ortı́, P.M. Viruela, R. Viruela, J. Org. Chem. 63 (1998) 1268. (a) M. Maggini, A. Karlsson, G. Scorrrano, G. Sandoná, G. Farnia, M. Prato, J. Chem. Soc. Chem. Commun. (1994) 589; (b) M. Prato, M. Maggini, C. Giacometti, G. Scorrano, G. Sandoná, G. Farnia, Tetrahedron, 52 (1996) 5221. For a recent review, see: M. Prato, M. Maggini, Acc. Chem. Res. 31 (1998) 519. Martı́n, Pérez, Sánchez, Seoane (BIB11) 1997; 62 38 (1997) 3909. (b) C. Boullé, M. Cariou, M. Bainville, A. Gorgues, P. Hudhomme, J. Orduna, J. Garı́n, Tetrahedron Lett. 38 (1997) 81. (c) P. Hudhomme, C. Boullé, J.M. Rabreau, M. Cariou, M. Jubault, A. Gorgues, Synth. Met. 94 (1998) 73. Guldi (10.1016/S0022-328X(99)00595-1_BIB3) 1997; 119 Bryce (10.1016/S0022-328X(99)00595-1_BIB16) 1991; 32 Liddell (10.1016/S0022-328X(99)00595-1_BIB1) 1994; 60 Liddell (10.1016/S0022-328X(99)00595-1_BIB4) 1997; 119 10.1016/S0022-328X(99)00595-1_BIB2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB10.1 10.1016/S0022-328X(99)00595-1_BIB15 Simonsen (10.1016/S0022-328X(99)00595-1_BIB7) 1999; 2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.3 cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.4 cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.2 Martı́n (10.1016/S0022-328X(99)00595-1_BIB11) 1997; 62 cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.3 cr-split#-10.1016/S0022-328X(99)00595-1_BIB13.2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB13.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB10.2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.3 Maggini (10.1016/S0022-328X(99)00595-1_BIB8) 1993; 115 cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.2 cr-split#-10.1016/S0022-328X(99)00595-1_BIB6.1 cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.3 cr-split#-10.1016/S0022-328X(99)00595-1_BIB6.2 KITAMURA C (WOS:000086545400002.12) 1996; 8 Llacay, J (WOS:000075263100046) 1998; 63 Echegoyen, L (WOS:000076213000010) 1998; 31 LIDDELL, PA (WOS:A1994PY87400002) 1994; 60 Hudhomme, P (WOS:000073509100018) 1998; 94 Martin, N (WOS:A1996VB81400040) 1996; 37 BRYCE MR (WOS:000086545400002.4) 1991 BRYCE, MR (WOS:A1991GL92600048) 1991; 32 MATSUBARA, Y (WOS:A1995RR46400004) 1995; 60 Liddell, PA (WOS:A1997WH32600027) 1997; 119 Guldi, DM (WOS:A1997WG23200015) 1997; 119 Martin, N (WOS:A1997XT05100016) 1997; 62 Boulle, C (WOS:A1997XC48000032) 1997; 38 Simonsen, KB (WOS:000079319300034) 1999 YAMASHITA, Y (WOS:A1989AN46800028) 1989; 28 BRYCE, MR (WOS:A1990EU00600037) 1990; 29 Llacay, J (WOS:A1997WT30200005) 1997 Imahori, H (WOS:A1997XD13200003) 1997; 9 Prato, M (WOS:A1996UD02100026) 1996; 52 Martin, N (WOS:A1996UP88300007) 1996; 78 Boulle, C (WOS:A1997VZ48900023) 1997; 38 Martin, N (WOS:000076981900004) 1998; 98 Martin, N (WOS:000072215400059) 1998; 63 Prato, M (WOS:000076213000001) 1998; 31 SUZUKI, T (WOS:A1994MZ28700022) 1994; 116 MAGGINI, M (WOS:A1994NB13500019) 1994 Martin, N (WOS:A1997WJ67500021) 1997; 62 de la Cruz, P (WOS:000081122200039) 1999; 40 MAGGINI, M (WOS:A1993MD06900056) 1993; 115 DOVRESTKAYA T (WOS:000086545400002.7) 1995; 36 |
| References_xml | – volume: 119 start-page: 974 year: 1997 ident: BIB3 publication-title: J. Am. Chem. Soc. – reference: (a) Y. Yamashita, Y. Kobayashi, T. Miyashi, Angew. Chem. Int. Ed. Engl., 28 (1989) 1052. (b) M.R. Bryce, A.J. Moore, M. Hasan, G.J. Ashwell, A.T. Fraser, W. Clegg, M.B. Hursthouse, A.I. Karaulov, Angew. Chem. Int. Ed. Engl. 29 (1990) 1450. (c) M.R. Bryce, A.J. Moore, J. Chem. Soc. Perkin Trans. 1 (1991) 157. (d) Ch. Kitamura, S. Tanaka, Y. Yamashita, Adv. Mater – reference: 38 (1997) 3909. (b) C. Boullé, M. Cariou, M. Bainville, A. Gorgues, P. Hudhomme, J. Orduna, J. Garı́n, Tetrahedron Lett. 38 (1997) 81. (c) P. Hudhomme, C. Boullé, J.M. Rabreau, M. Cariou, M. Jubault, A. Gorgues, Synth. Met. 94 (1998) 73. – reference: For recent reviews see: N. Martı́n, L. Sánchez, B. Illescas, I. Pérez, Chem. Rev. 98 (1998) 2527; H. Imahori, Y. Sakata, Adv. Mater. 9 (1997) 537. – reference: (a) J. Llacay, M. Mas. E. Molins, J. Veciana, D. Powell, C. Rovira, Chem. Commun. (1997) 659. (b) J. Llacay, J. Veciana, J. Vidal-Gancedo, J.L. Bourdelande, R. González-Moreno, C. Rovira, J. Org. Chem. 63 (1998) 5201. – reference: 8 (1996) 570 and references cited therein. – volume: 32 start-page: 6029 year: 1991 ident: BIB16 publication-title: Tetrahedron Lett. – volume: 60 start-page: 537 year: 1994 ident: BIB1 publication-title: Photochem. Photobiol. – volume: 119 start-page: 1400 year: 1997 ident: BIB4 publication-title: J. Am. Chem. Soc. – volume: 115 start-page: 9798 year: 1993 ident: BIB8 publication-title: J. Am. Chem. Soc. – reference: (a) C. Boulle, J.M. Rabreau, P. Hudhomme, M. Cariou, M. Jubault, A. Gorgues, J. Orduna, J. Garı́n, Tetrahedron Lett – reference: (a) M. Prato, M. Maggini, G. Giacometti, G. Scorrano, G. Sandoná, G. Farnia, Tetrahedron 52 (1996) 5221. (b) N. Martı́n, L. Sánchez, C. Seoane, R. Andreu, J. Garı́n, J. Orduna, Tetrahedron Lett. 37 (1996) 5979. – reference: (a) Y. Matsubara, H. Tada, S. Nagase, Z. Yoshida, J. Org. Chem. 60 (1995) 5372. (b) T. Dovrestkaya, Ch. A. Reed, P. Boyd, Tetrahedron Lett. 36 (1995) 7971. (c) P. de la Cruz, J.J. Garcı́a, A. de la Hoz, F. Langa, N. Martı́n, L. Sánchez, Tetrahedron Lett. 40 (1999) 4889. – reference: (a) M. Maggini, A. Karlsson, G. Scorrrano, G. Sandoná, G. Farnia, M. Prato, J. Chem. Soc. Chem. Commun. (1994) 589; (b) M. Prato, M. Maggini, C. Giacometti, G. Scorrano, G. Sandoná, G. Farnia, Tetrahedron, 52 (1996) 5221. For a recent review, see: M. Prato, M. Maggini, Acc. Chem. Res. 31 (1998) 519. – reference: (a) N. Martı́n, L. Sánchez, C. Seoane, C. Fernández, Synth. Met. 78 (1995) 137. (b) N. Martı́n, I. Pérez, L. Sánchez, C. Seoane, J. Org. Chem. 62 (1996) 870. (c) N. Martı́n, L. Sánchez, C. Seoane, E. Ortı́, P.M. Viruela, R. Viruela, J. Org. Chem. 63 (1998) 1268. – reference: T. Suzuki, Y. Maruyanma, T. Akasaba, W. Ando, K. Kobayashi, S. Nagase, J. Am. Chem. Soc. 116 (1994) 1359. For a recent review, see: L. Echegoyen, L.E. Echegoyen, Acc. Chem. Res. 31 (1998) 593. – volume: 2 start-page: 657 year: 1999 ident: BIB7 publication-title: J. Chem. Soc. Perkin Trans. – volume: 62 start-page: 5690 year: 1997 ident: BIB11 publication-title: J. Org. Chem. – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB6.2 doi: 10.1016/0040-4039(96)01235-X – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.4 doi: 10.1002/adma.19960080707 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.1 doi: 10.1016/0379-6779(96)80114-7 – volume: 115 start-page: 9798 year: 1993 ident: 10.1016/S0022-328X(99)00595-1_BIB8 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00074a056 – volume: 2 start-page: 657 year: 1999 ident: 10.1016/S0022-328X(99)00595-1_BIB7 publication-title: J. Chem. Soc. Perkin Trans. doi: 10.1039/a803737j – ident: 10.1016/S0022-328X(99)00595-1_BIB2 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.1 doi: 10.1021/jo00122a004 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.3 doi: 10.1016/S0040-4039(99)00904-1 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.1 doi: 10.1002/anie.198910521 – volume: 60 start-page: 537 year: 1994 ident: 10.1016/S0022-328X(99)00595-1_BIB1 publication-title: Photochem. Photobiol. doi: 10.1111/j.1751-1097.1994.tb05145.x – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.3 doi: 10.1016/S0379-6779(97)04146-5 – volume: 62 start-page: 5690 year: 1997 ident: 10.1016/S0022-328X(99)00595-1_BIB11 publication-title: J. Org. Chem. doi: 10.1021/jo970320+ – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB10.2 doi: 10.1021/jo980498b – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB13.2 doi: 10.1021/ar970210p – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.2 doi: 10.1021/jo961795o – volume: 32 start-page: 6029 year: 1991 ident: 10.1016/S0022-328X(99)00595-1_BIB16 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)79456-1 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.2 doi: 10.1002/anie.199014501 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB12.3 – volume: 119 start-page: 1400 year: 1997 ident: 10.1016/S0022-328X(99)00595-1_BIB4 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja9631054 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.2 doi: 10.1016/S0040-4039(96)02220-4 – ident: 10.1016/S0022-328X(99)00595-1_BIB15 doi: 10.1021/ar970138v – volume: 119 start-page: 974 year: 1997 ident: 10.1016/S0022-328X(99)00595-1_BIB3 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja960070z – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB5.2 doi: 10.1016/0040-4039(95)01719-X – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB13.1 doi: 10.1039/C39940000589 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB9.1 doi: 10.1016/S0040-4039(97)00759-4 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB6.1 doi: 10.1016/0040-4020(96)00126-3 – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB10.1 doi: 10.1039/a607857e – ident: #cr-split#-10.1016/S0022-328X(99)00595-1_BIB14.3 doi: 10.1021/jo9719416 – volume: 119 start-page: 974 year: 1997 ident: WOS:A1997WG23200015 article-title: Intramolecular electron transfer in fullerene/ferrocene based donor-bridge-acceptor dyads publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 40 start-page: 4889 year: 1999 ident: WOS:000081122200039 article-title: Electroactive 3-(N-phenylpyrazolyl)isoxazoline[4 ',5 ': 1,2][60]fullerene dyads publication-title: TETRAHEDRON LETTERS – volume: 119 start-page: 1400 year: 1997 ident: WOS:A1997WH32600027 article-title: Photoinduced charge separation and charge recombination to a triplet state in a carotene-porphyrin-fullerene triad publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 28 start-page: 1052 year: 1989 ident: WOS:A1989AN46800028 article-title: P-QUINODIMETHANE ANALOGS OF TETRATHIAFULVALENE publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH – volume: 31 start-page: 593 year: 1998 ident: WOS:000076213000010 article-title: Electrochemistry of fullerenes and their derivatives publication-title: ACCOUNTS OF CHEMICAL RESEARCH – volume: 98 start-page: 2527 year: 1998 ident: WOS:000076981900004 article-title: C-60-based electroactive organofullerenes publication-title: CHEMICAL REVIEWS – volume: 94 start-page: 73 year: 1998 ident: WOS:000073509100018 article-title: In the search of an electron transfer between pi-donors and C-60: the bis-linking of tetrathiafulvalene (TTF) to C-60 publication-title: SYNTHETIC METALS – volume: 60 start-page: 537 year: 1994 ident: WOS:A1994PY87400002 article-title: PREPARATION AND PHOTOPHYSICAL STUDIES OF PORPHYRIN C-60 DYADS publication-title: PHOTOCHEMISTRY AND PHOTOBIOLOGY – volume: 38 start-page: 3909 year: 1997 ident: WOS:A1997XC48000032 article-title: The bis-linking of tetrathiafulvalene (TTF) to C-60: Towards the control of electron transfer between pi-donors and C-60 publication-title: TETRAHEDRON LETTERS – volume: 116 start-page: 1359 year: 1994 ident: WOS:A1994MZ28700022 article-title: REDOX PROPERTIES OF ORGANOFULLERENES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – start-page: 657 year: 1999 ident: WOS:000079319300034 article-title: Long-lived photoproduced radical ions in tetrathiafulvalenes covalently tethered to C-60 publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 – volume: 63 start-page: 5201 year: 1998 ident: WOS:000075263100046 article-title: Persistent and transient open-shell species derived from C-60-TTF cyclohexene-fused dyads publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 62 start-page: 870 year: 1997 ident: WOS:A1997WJ67500021 article-title: Highly conjugated pi-electron donor and pi-electron acceptor dimers with p-quinodimethane structures publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 60 start-page: 5372 year: 1995 ident: WOS:A1995RR46400004 article-title: INTRAMOLECULAR CHARGE-TRANSFER INTERACTION IN 1,3-DIPHENYL-2-PYRAZOLINE RING-FUSED C-60 publication-title: JOURNAL OF ORGANIC CHEMISTRY – start-page: 157 year: 1991 ident: WOS:000086545400002.4 publication-title: J CHEM SOC P1 – volume: 78 start-page: 137 year: 1996 ident: WOS:A1996UP88300007 article-title: Synthesis and redox properties of largely pi-extended p-quinodimethane analogues of tetrathiafulvalene publication-title: SYNTHETIC METALS – volume: 31 start-page: 519 year: 1998 ident: WOS:000076213000001 article-title: Fulleropyrrolidines: A family of full-fledged fullerene derivatives publication-title: ACCOUNTS OF CHEMICAL RESEARCH – volume: 63 start-page: 1268 year: 1998 ident: WOS:000072215400059 article-title: Synthesis, properties, and theoretical characterization of largely pi-extended tetrathiafulvalene derivatives with quinonoid structures publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 37 start-page: 5979 year: 1996 ident: WOS:A1996VB81400040 article-title: Semiconducting charge transfer complexes from [60]fullerene-tetrathiafulvalene (C-60-TTF) systems publication-title: TETRAHEDRON LETTERS – start-page: 659 year: 1997 ident: WOS:A1997WT30200005 article-title: The first Diels-Alder adduct of [60]fullerene with a tetrathiafulvalene publication-title: CHEMICAL COMMUNICATIONS – volume: 29 start-page: 1450 year: 1990 ident: WOS:A1990EU00600037 article-title: ELECTRICAL AND MAGNETIC-PROPERTIES AND X-RAY STRUCTURE OF A HIGHLY CONDUCTIVE 4-1 COMPLEX OF TETRACYANOQUINODIMETHANE AND A TETRATHIAFULVALENE DERIVATIVE publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH – start-page: 589 year: 1994 ident: WOS:A1994NB13500019 article-title: FERROCENYL FULLEROPYRROLIDINES - A CYCLIC VOLTAMMETRY STUDY publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS – volume: 52 start-page: 5221 year: 1996 ident: WOS:A1996UD02100026 article-title: Synthesis and electrochemical properties of substituted fulleropyrrolidines publication-title: TETRAHEDRON – volume: 62 start-page: 5690 year: 1997 ident: WOS:A1997XT05100016 article-title: Synthesis and properties of the first highly conjugated tetrathiafulvalene analogues covalently attached to [60]fullerene publication-title: JOURNAL OF ORGANIC CHEMISTRY – volume: 36 start-page: 7971 year: 1995 ident: WOS:000086545400002.7 publication-title: TETRAHEDRON LETT – volume: 38 start-page: 81 year: 1997 ident: WOS:A1997VZ48900023 article-title: [4+2]cycloaddition of C-60 to 2-(thi)oxo-4,5-bis(methylene)-1,3-dithioies: En route to the bis-linking of tetrathiafulvalene to C-60 publication-title: TETRAHEDRON LETTERS – volume: 8 start-page: 570 year: 1996 ident: WOS:000086545400002.12 publication-title: ADV MATER – volume: 9 start-page: 537 year: 1997 ident: WOS:A1997XD13200003 article-title: Donor-linked fullerenes: Photoinduced electron transfer and its potential application publication-title: ADVANCED MATERIALS – volume: 32 start-page: 6029 year: 1991 ident: WOS:A1991GL92600048 article-title: SYNTHESIS, X-RAY CRYSTAL-STRUCTURE AND MULTISTAGE REDOX PROPERTIES OF A SEVERELY-DISTORTED TETRATHIAFULVALENE DONOR publication-title: TETRAHEDRON LETTERS – volume: 115 start-page: 9798 year: 1993 ident: WOS:A1993MD06900056 article-title: ADDITION OF AZOMETHINE YLIDES TO C-60 - SYNTHESIS, CHARACTERIZATION, AND FUNCTIONALIZATION OF FULLERENE PYRROLIDINES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY |
| SSID | ssj0001308 |
| Score | 1.7595135 |
| Snippet | The synthesis of novel C
60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an π-extended tetrathiafulvalene analogue through an... The synthesis of novel C-60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an pi-extended tetrathiafulvalene analogue through an... |
| Source | Web of Science |
| SourceID | webofscience crossref elsevier |
| SourceType | Enrichment Source Index Database Publisher |
| StartPage | 2 |
| SubjectTerms | Chemistry Chemistry, Inorganic & Nuclear Chemistry, Organic Cyclic voltammetry Donor–acceptor dyads Electron transfer Fluorescence Fullerene Physical Sciences Science & Technology π-Extended tetrathiafulvalenes |
| Title | New π-extended tetrathiafulvalene-containing fulleropyrrolidine dyads endowed with vinyl spacers |
| URI | https://dx.doi.org/10.1016/S0022-328X(99)00595-1 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000086545400002 |
| Volume | 599 |
| WOS | 000086545400002 |
| WOSCitedRecordID | wos000086545400002 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV07T8MwELZ4DLAgnqK85IEBBkMS23E8ogpUQDCB1C2y44uoVLVVSUFdEP-Qv8Q5jwISCMRq5RznfPm-y8V3R8hh5mu-WR0zmwvJBDcR03nmWOCEymJ00VUZ0L-5jTv34qoru3Ok3eTC-GOVNfZXmF6idT1yWmvzdNTr-RxfpLYo6SKeoo_g06gXI65jNO3Fs8vrzu0MkBGmk1nRcBT4SOSpJikHj7Q-Ludh4U8U9Q0zlSx0sUpWaveRnlUrXCNzMFgnS-2ma9sGMYha9O2VNcFtWoCvP_vQM_mkj1aF0Mb88fSqMQT10XcYD0fTse_egzwG1E2Ne6QoPHxGcR-npU-9wbRPEXsydBY3yf3F-V27w-o2CizDF7hgjgud5y5TseLWBRziMLdKW4Ew539rKmkMxBkI_DazUhgJEaCglM7luRIB3yILg-EAtglNFIRRYHkCPBQqkcZCYoCDkdYBcmGLiEZzaVbXGPetLvrpx2EyVHjqFZ5qnZYKT8MWOZmJjaoiG78JJM22pF-sJUUi-E308PM2zu5XOs-x9AUJPUu0SPiXy9r1Q_oCAsXO_1e1S5arHH_BAr1HForxBPbR2ynsAZk_eQkPapt-B-uh-ho |
| linkProvider | Elsevier |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV07T8MwELYQDLAgnqI8PTDAYEgaO45HVIHKcwKpm2XHF1GpaquSgrog_iF_iXMeLUggEKvlc5yz_X2Xi--OkMPU53yzKmY244LxyDSZylLHAsdlGqOJLguH_u1d3H7gVx3RmSOtOhbGX6ussL_E9AKtq5bTSpunw27Xx_gitTWTDuIp2gg-jHqB4_H1p_PkdXbPA0E6maYMx-6zMJ5yiKLxSKnjYhQW_kRQ3_BSwUEXK2S5Mh7pWTm_VTIH_TWy2Kprtq0Tg5hF399Y7dqmOfjss49dk417uKcQ2Ji_nF6WhaDe9w6jwXAy8rV7kMWAuolxTxSFBy8o7r209Lnbn_QoIk-KpuIGebg4v2-1WVVEgaV4fHPmIq6yzKUylpF1QQRxmFmpLEeQ8z81pTAG4hQ4fplZwY2AJqCgEM5lmeRBtEnm-4M-bBGaSAibgY0SiEIuE2EsJAYiMMI6QCZsEF5rTqdVhnFf6KKnZ1fJUOHaK1wrpQuF67BBTqZiwzLFxm8CSb0s-ste0UgDv4kefl7G6fMK0zkWPh2h54gGCf_SrVW9pE8fkG__f1YHZLF9f3ujby7vrnfIUhntz1mgdsl8PhrDHto9ud0v9vUH7pT63g |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=New+%CF%80-extended+tetrathiafulvalene-containing+fulleropyrrolidine+dyads+endowed+with+vinyl+spacers&rft.jtitle=Journal+of+organometallic+chemistry&rft.au=Herranz%2C+M.A&rft.au=Mart%C4%B1%CC%81n%2C+N&rft.au=S%C3%A1nchez%2C+L&rft.au=Seoane%2C+C&rft.date=2000-04-09&rft.issn=0022-328X&rft.volume=599&rft.issue=1&rft.spage=2&rft.epage=7&rft_id=info:doi/10.1016%2FS0022-328X%2899%2900595-1&rft.externalDBID=n%2Fa&rft.externalDocID=10_1016_S0022_328X_99_00595_1 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0022-328X&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0022-328X&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0022-328X&client=summon |